Methylhydrazine → HCID 9950126, compound

HRID 1835161Notes

Reaction equation

HRID 1835161 reaction equation
[CH3:1][CH:2]([CH3:27])[CH2:3][C:4]([C:6]1[C:7]([C:22](OCC)=[O:23])=[N:8][N:9]([CH2:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[CH:10]=1)=O.[CH3:28][NH:29][NH2:30]>C(O)C.O>[CH3:28][N:29]1[C:22](=[O:23])[C:7]2=[N:8][N:9]([CH2:11][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:15]=[CH:14][CH:13]=3)[CH:10]=[C:6]2[C:4]([CH2:3][CH:2]([CH3:27])[CH3:1])=[N:30]1

Participants

5

Reactant 2

HCID 6061MethylhydrazineHCID 23503234HCID 23503234, compound

Product 1

HCID 9950126HCID 9950126, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of ethyl 4-(3-methyl-1-oxobutyl)-1-(1-naphthalenylmethyl)-1H-pyrazole-3-carboxylate (0.15 g) and methylhydrazine (0.1 ml) in ethanol (2 ml) was heated at reflux for 18 hours. The reaction was diluted with water and then extracted into ethyl acetate. The organic phase was washed with brine, dried, filtered and evaporated. The residue was chromatographed, eluting with dichloromethane:ethanol (19:1), to give the title compound (0.08 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. extractionextracted into ethyl acetate
  4. washThe organic phase was washed with brine
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was chromatographed
  9. washeluting with dichloromethane:ethanol (19:1)

Sources & evidence

ORD record
ord-bfd5d9a3355f4f208be1ef36dfc61801
Source dataset
uspto-grants-2004_08
Patent number
US06770646B2

Reaction notes

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